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Best all around: GENERATION 4. Says it all.
Best starters: Gen 3. Grovyle took a lot of cake.
Best pokes: Gen 4. Duh.
Best game: Diamond. No Pearl/Platinum, just Diamond.
Best metagame: Huh?
Best non-traditional game (Stadium, conquest, ect...) : POKEMON RANGER, SHADOWS OF ALMIA!! Love dat game.
Best story: Gen 4.
Best rival(s): Silver... such a hottie
Best anime series: None. They all sucked. Except for the Gen 4 series, but even then...
Best anime rival(s): None. They all sucked. Except for Jessilina. She was pretty cool.
Best Crime Organization: Team Galactic. Saturn's a hottie too.

Best all around: 2nd Gen (Totally biased)
Best starters: 1st or 2nd
Best pokes: Hm.. I honestly couldn't say
Best game: Crystal
Best metagame: 4th Gen
Best non-traditional game (Stadium, conquest, ect...) : Conquest
Best story: Hm... Emerald
Best rival(s): Does N count? If not, Blue~
Best anime series: The first one
Best anime rival(s): Gary Oak, motherf**kers
Best Crime Organization: Legit TR, not Jessie and James